Screening of Luzula species native to the Carpathian Basin for anti-inflammatory activity and bioactivity-guided isolation of compounds from Luzula luzuloides (Lam.) Dandy & Wilmott

作者: Barbara Tóth , Fang-Rong Chang , Tsong-Long Hwang , Ádám Szappanos , Attila Mándi

DOI: 10.1016/J.FITOTE.2016.12.004

关键词: StereochemistryLuzulaChromatographyChemistryApigeninChiral column chromatographyLuteolinLuzula luzuloidesPhenanthrenesEnantiomerEnantiomeric excess

摘要: The present study focused on the anti-inflammatory screening of Luzula species native to Carpathian Basin and bioactivity-guided isolation compounds luzuloides (Lam.) Dandy & Wilmott. properties extracts with different polarity prepared from were determined. Among them, CH2Cl2-soluble fraction L. possessed strong inhibitory effects superoxide anion generation (99.39±0.37%) elastase release (114.22±3.13%) in fMLP/CB-induced human neutrophils at concentration 10μg/mL. From this fraction, six (1-6) isolated by combination chromatographic methods. structures determined means MS, 1D 2D NMR spectroscopy. results allowed identification new 1,6-dihydroxy-2-keto-1,7-dimethyl-8-vinyl-1,2-dihydrophenanthrene (1) plant, named luzulin A. Chiral HPLC HPLC-ECD analysis revealed that 1 possesses low enantiomeric excess TDDFT-ECD calculations afforded configurational assignment separated enantiomers. Three known phenanthrenes [juncuenin B (2), dehydrojuncuenin (3) juncusol (4)] two flavonoids [apigenin (5) luteolin (6)] also isolated. activity was tested IC50 values This first time detected a species. oxidative transformation juncuenin led its possible biometabolites, namely A (1), (4), D (7). (1-4) confirm besides flavonoids, could serve as chemotaxonomic markers for prove close relationship Juncus genus.

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